Methylamine → N,3,5-Trimethyl-4-nitrobenzamide

HRID 237518ノート

反応式

HRID 237518 の反応式
[C:1](N1C=CN=C1)([N:3]1C=CN=C1)=O.[CH3:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([CH3:26])[C:22]=1[N+:23]([O-:25])=[O:24])[C:17](O)=[O:18].CN>O1CCCC1>[CH3:1][NH:3][C:17](=[O:18])[C:16]1[CH:15]=[C:14]([CH3:13])[C:22]([N+:23]([O-:25])=[O:24])=[C:21]([CH3:26])[CH:20]=1

参加物

5

反応物 3

HCID 6329MethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 2494133,5-Dimethyl-4-nitrobenzoic acid

生成物 1

HCID 86697180N,3,5-Trimethyl-4-nitrobenzamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1,1′-Carbonyldiimidazole (914 mg) is added to a suspension of 3,5-dimethyl-4-nitrobenzoic acid (1 g) in tetrahydrofuran (10 mL). The mixture is stirred for 3 hours at room temperature, methylamine (7.7 mL, 2 M in tetrahydrofuran) is added and the mixture is stirred for further 30 minutes. After concentration the mixture is diluted with ethyl acetate and washed with hydrochloric acid (0.2 M), saturated aqueous NaHCO3 solution and brine. The organic phase is dried (Na2SO4) and concentrated to give the title compound. Yield: 1 g; LC (method 20): tR=4.82 min; Mass spectrum (ESI+): m/z=209 [M+H]+.

後処理

  1. stirringthe mixture is stirred for further 30 minutes
  2. concentrationAfter concentration the mixture
  3. additionis diluted with ethyl acetate
  4. washwashed with hydrochloric acid (0.2 M), saturated aqueous NaHCO3 solution and brine
  5. dry with materialThe organic phase is dried (Na2SO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e528b9000b804ca2ac24941ed8680a12
出典データセット
uspto-grants-2014_02
特許番号
US08642585B2

反応ノート

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